Dark quenchers for donor-acceptor energy transfer
AssigneeBiosearch Technologies, Inc.
InventorsRonald M. Cook, Matt Lyttle, Daren Dick
Life of this patent
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Abstract
The present invention provides a family of dark quenchers, termed Black Hole Quenchers (“BHQs”), that are efficient quenchers of excited state energy but which are themselves substantially non-fluorescent. Also provided are methods of using the BHQs, probes incorporating the BHQs and methods of using the probes.
Claims30
A quencher of excited state energy having a structure comprising a first radical, a second radical and a third radical, wherein said first radical, said second radical and said third radical are each independently selected from substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, and combinations thereof, wherein said first radical is covalently attached to said second radical through an azo bond and said second radical is covalently attached to said third radical through an azo bond, wherein at least one of said first radical, said second radical and said third radical is aryl substituted with an alkoxy moiety, wherein said quencher is bound to a solid support through a linking group wherein said solid support is a member selected from a resin, glass, and a functionalized membrane.
A quencher of excited state energy having a structure comprising a first radical, a second radical and a third radical, R3, said quencher having a formula which is a member selected from:
- wherein
- R3 is an aryl moiety substituted with an alkoxy group;
- and
- Y′ is a member selected from a solid support, and a linker group covalently binding R3 to said solid support
- wherein
- said solid support is a member selected from a resin, glass, and a functionalized membrane.
A quencher of excited state energy having the formula:
- wherein
- R5, R6 and R7 are members independently selected from —NR′R″, substituted or unsubstituted aryl, nitro, substituted or unsubstituted C1–C6 alkyl, and substituted or unsubstituted C1–C6 alkoxy;
- R′ and R″are members independently selected from H and substituted or unsubstituted C1–C6 alkyl;
- Y is a reactive functional group;
- Y′ is a member selected from a solid support, and a linker group covalently binding said quencher to said solid support
- wherein
- said solid support is a member selected from a resin, glass, and a functionalized membrane;
- n is 0 or 1;
- a is an integer from 0 to 4, such that when a is greater than 1, the R5 groups are the same or different;
- b is an integer from 0 to 4, such that when (v×b) is greater than 1, the R6 groups are the same or different;
- c is a number from 0 to 5, inclusive, such that when c is greater than 1, the R7 groups are the same or different;
- and
- v is a number from 1 to 10, inclusive, such that when v is greater than 1, the value of b on each of the b phenyl rings is the same or different.
A quencher of excited state energy having a structure comprising a first radical, a second radical and a third radical, wherein said first radical, said second radical and said third radical are each independently selected from substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, and combinations thereof, wherein said first radical is covalently attached to said second radical through an azo bond and said second radical is covalently attached to said third radical through an azo bond, wherein at least one of said first radical, said second radical and said third radical is aryl substituted with an alkoxy moiety, and wherein said quencher is bound to a solid support which is a member selected from a resin, glass, and a functionalized membrane.
Dependencies are inferred from the claim text.